Selective enhancement of the one-electron oxidation of guanine by base pairing with cytosine

被引：0
|
作者：
Kawai, K [1 ]
Wata, Y [1 ]
Ichinose, N [1 ]
Majima, T [1 ]
机构：
[1] Osaka Univ, Inst Sci & Ind Res, SANKEN, Ibaraki, Osaka 5670047, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2000年 / 39卷 / 23期
关键词：
D O I：
10.1002/1521-3773(20001201)39:23<4327::AID-ANIE4327>3.0.CO;2-6
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The oxidation potential of guanine is lowered by 100 mV on selective hydrogen bonding to a cytosine residue. This has been established by examining the effects of the base pairing of guanine to other nucleosides on the rate constant of the electron transfer from guanine to the excited electron acceptor molecule N,N'-dibutylnaphthaladiimide (NDI, see scheme). An enhancement of the electron transfer was observed selectively for the G:C pair.
引用
收藏
页码：4327 / +
页数：4
相关论文
共 50 条
  • [21] Proton-coupled electron/hole transfer in DNA damage induced by one-electron oxidation of guanine
    Shafirovich, Vladimir
    Geacintov, Nicholas E.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [22] The complexation energy of the one-electron oxidized guanine-cytosine base pair and its parent system with small cations. A DFT-study
    Reynisson, J
    Steenken, S
    JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2003, 635 : 133 - 139
  • [23] Influence of base pairing partner on DNA-protein crosslinking via guanine oxidation: Effect of mismatches and cytosine modification
    Perez, Zitadel
    Stemp, Eric
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [24] Selective one-electron oxidation of duplex DNA oligomers: reaction at thymines
    Ghosh, Avik
    Joy, Abraham
    Schuster, Gary B.
    Douki, Thierry
    Cadet, Jean
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (05) : 916 - 928
  • [25] Influence of One-Electron Oxidation and One-Electron Reduction on the Tautomeric Preferences for Purine
    Raczynska, Ewa D.
    Kaminska, Beata
    Szelag, Malgorzata
    ANALYTICAL & BIOANALYTICAL ELECTROCHEMISTRY, 2009, 1 (02): : 83 - 97
  • [26] H-bonding patterns in the platinated guanine-cytosine base pair and guanine-cytosine-guanine-cytosine base tetrad: an electron density deformation analysis and AIM study
    Gu, JD
    Wang, J
    Leszczynski, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (39) : 12651 - 12660
  • [27] DISTRIBUTION OF ELECTRON TRAPPING IN DNA - PROTONATION OF ONE-ELECTRON REDUCED CYTOSINE
    BARNES, J
    BERNHARD, WA
    MERCER, KR
    RADIATION RESEARCH, 1991, 126 (01) : 104 - 107
  • [28] Evidence of the effectiveness of Resveratrol in the prevention of guanine one-electron oxidation: possible benefits in cancer prevention
    Neyra Recky, Jael R.
    Gaspar Tosato, Maira
    Serrano, Mariana P.
    Thomas, Andres H.
    Dantola, M. Laura
    Lorente, Carolina
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2019, 21 (29) : 16190 - 16197
  • [29] Influence of the local helical conformation on the guanine modifications generated from one-electron DNA oxidation
    Spassky, A
    Angelov, D
    BIOCHEMISTRY, 1997, 36 (22) : 6571 - 6576
  • [30] ONE-ELECTRON OXIDATION OF INDOLES AND ACID-BASE PROPERTIES OF THE INDOLYL RADICALS
    SHEN, XH
    LIND, J
    MERENYI, G
    JOURNAL OF PHYSICAL CHEMISTRY, 1987, 91 (16): : 4403 - 4406
12345